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Stimulant

Thiopropamine

Also called Tpa, Normethiopropamine, A-methyl-2-thipheneethanamine

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Common dose · Oral50–100 mg TS

Dosage

Oral

SourceThresholdLightCommonStrongHeavy
TripSit–20–50 mg TS50–100 mg TS100–125 mg+ TS–

TripSit dose text

TripSit's factsheet also states its doses as text.

Oral Light: 20-50mg Common: 50-100mg Strong: 100-125mg+ TS

What dose are you on? (self-reported, unverified)
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Duration

TripSit factsheet

Onset
Insufflated: 5-15 minutes · Oral: 15-45 minutes TS
Duration
Insufflated: 1-2 hours · Oral: 1-4 hours TS
Aftereffects
Insufflated: 1-2 hours · Oral: 1-3 hours TS

Mixing

For best safety practice, don't mix this drug with other stimulants.

Why: vasoconstriction, heart rate and blood pressure. PsychonautWiki says:

Quotes from PsychonautWiki, CC BY-SA 4.0.

Acute combinations: what happens when these are taken close together. Entries backed by a medical journal or agency are listed first.

Backed by medical journals

Awaiting sourcePeer-reviewed reports on acute combinations, from PubMed and the journals the harm reduction sites cite.

Risks and toxicity

Awaiting sourceToxicity, overdose signs and dependence risk from harm reduction sites and journals.

Testing

Awaiting sourceReagent reactions and test kit guidance from a harm reduction testing service.

Effects

Awaiting sourceSubjective and physical effects from PsychonautWiki or TripSit.

Overview

A substance that is closely related to Methiopopramine (MPA). Is roughly about 1/3rd the potency of amphetamine, differs from amphetmine from the phenyl ring is switched with a thiophene ring. TS

Thiopropamine, also known as 1-(2-thienyl)-2-aminopropane, is a stimulant drug of the arylalkylamine family. It is an analogue of amphetamine where the phenyl ring has been replaced by thiophene. It has similar stimulant effects to amphetamine but with around one third the potency. The N-methyl and thiophen-3-yl analogues are also known and are somewhat more potent, though still generally weaker than the corresponding amphetamines.[1][2] WP

History

Awaiting sourceHistory and culture from Wikipedia or PsychonautWiki, with their citations.

Pharmacology

Pharmacology

Like amphetamine and most of its analogues, thiopropamine most likely is a norepinephrine–dopamine reuptake inhibitor and/or releasing agent. WP⚠ Wikipedia itself has flagged this text: citation needed.

Thiopropamine is likely to be metabolized into active 4-hydroxymethiopropamine and thiophene S-oxides. These are further deaminated by CYP2C in liver transforming them into inactive 1-(Thiophen-2-yl)-2-propan-2-one which is a phenylacetone derivative. Propan-2-amines are not metabolized by monoamine oxidases and most actually behave as competitive monoamine oxidase inhibitors.[3–7] WP

Chemistry

Formula
C7H11NS PC
CAS number
30433-93-3 PC
Molar mass (g/mol)
141.24 PC
IUPAC name (computed by PubChem)
1-thiophen-2-ylpropan-2-amine PC
SMILES
CC(CC1=CC=CS1)N PC
InChIKey
NYVQQTOGYLBBDQ-UHFFFAOYSA-N PC
PubChem CID
6484133
IUPAC name
1-(thiophen-2-yl)-2-aminopropane WP

User reports

Erowid erowid.org

Listings
Awaiting sourceExperience Vault listing and report categories.
Top stories
Awaiting sourceShort summaries of the most-read reports, each linked, saying only what the report says.

Bluelight bluelight.org

Listings
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Top stories
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Reddit reddit.com

Listings
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Pop culture

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References

  1. Journal / agency Alles GA, Feigen GA. Comparative Physiological Actions of Phenyl-, Thienyl- and Furylisopropylamines. Journal of Pharmacology and Experimental Therapeutics. July 1941. doi:10.1016/S0022-3565(25)03876-5
  2. Journal / agency Campaigne E, McCarthy WC. 3-Substituted Thiophenes. VIII. 3-Thienylalkylamines. Journal of the American Chemical Society. September 1954. doi:10.1021/ja01646a054
  3. Journal / agency Treiber A, Dansette PM, El Amri H, Girault JP, Ginderow D, Mornon JP, Mansuy D. Chemical and Biological Oxidation of Thiophene: Preparation and Complete Characterization of Thiophene S-Oxide Dimers and Evidence for Thiophene S-Oxide as an Intermediate in Thiophene Metabolism in Vivo and in Vitro. Journal of the American Chemical Society. February 1997. doi:10.1021/ja962466g
  4. Journal / agency Dansette PM, Thang DC, el Amri H, Mansuy D. Evidence for thiophene-S-oxide as a primary reactive metabolite of thiophene in vivo: formation of a dihydrothiophene sulfoxide mercapturic acid. Biochemical and Biophysical Research Communications. August 1992. doi:10.1016/S0006-291X(05)81594-3 · PMID 1510686
  5. Journal / agency Yamada H, Shiiyama S, Soejima-Ohkuma T, Honda S, Kumagai Y, Cho AK, Oguri K, Yoshimura H. Deamination of amphetamines by cytochromes P450: studies on substrate specificity and regioselectivity with microsomes and purified CYP2C subfamily isozymes. The Journal of Toxicological Sciences. February 1997. doi:10.2131/jts.22.65 · PMID 9076658
  6. Journal / agency Mantle TJ, Tipton KF, Garrett NJ. Inhibition of monoamine oxidase by amphetamine and related compounds. Biochemical Pharmacology. September 1976. doi:10.1016/0006-2952(76)90432-9 · PMID 985546
  7. Journal / agency Miller HH, Shore PA, Clarke DE. In vivo monoamine oxidase inhibition by d-amphetamine. Biochemical Pharmacology. May 1980. doi:10.1016/0006-2952(80)90429-3 · PMID 6901611

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), TripSit factsheets, PubChem (public domain). Each value links to the exact revision it came from.